4-(tert-butoxycarbonyl)amino-1-(4-piperidinylmethyl)piperidine | 220032-43-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-(tert-butoxycarbonyl)amino-1-(4-piperidinylmethyl)piperidine
• 英文别名: 4-(t-butoxycarbonylamino)-1-(4-piperidinylmethyl)piperidine；tert-butyl N-[1-(piperidin-4-ylmethyl)piperidin-4-yl]carbamate
• CAS: 220032-43-9
• 化学式: C₁₆H₃₁N₃O₂
• 分子量: 297.441
• InChiKey: KAQZZWSBZVORPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(tert-butoxycarbonyl)amino-1-(4-piperidinylmethyl)piperidine 在 一水合肼 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 15.5h， 生成 {1-[1-(3-Amino-2-hydroxy-propyl)-piperidin-4-ylmethyl]-piperidin-4-yl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Novel N -[1-(1-substituted 4-piperidinylmethyl)-4-piperidinyl]benzamides as potent colonic prokinetic agents

  摘要：

  A series of novel N-[1-(1-substituted 4-piperidinylmethyl)-4-piperidinyl]benzamides was prepared and its compounds were evaluated for their binding to 5-HT4 receptors and effects on gastrointestinal motility in conscious dogs. 4-Amino-N-[1-[l-(4aminobutyl)-4-piperidinylmethyi]-4-piperidinyl]-5-chloro-2-methoxybenzamide (15) was found to have a potent binding affinity for 5-HT4 receptors (IC50: 6.47 nM) and showed excellent colonic prokinetic activity. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00060-4
• 作为产物：
  描述：

  1-(l-benzyloxycarbonyl-4-piperidinylmethyl)-4-(t-butoxycarbonylamino)piperidine 在 钯 作用下， 以 乙醇 、 水 为溶剂， 生成 4-(tert-butoxycarbonyl)amino-1-(4-piperidinylmethyl)piperidine
  参考文献：
  名称：

  (S)-4-amino-5-chloro-2-methoxy-N-[1-[1-(2-tetrahydrofuryl-carbonyl)-4-piperidinylmethyl]-4-piperidinyl]benzamide, process for the preparation thereof, pharmaceutical composition containing the same, and intermediate therefor

  摘要：

  以下是化学式(I)的(S)-4-氨基-5-氯-2-甲氧基-N-[[(1-(2-四氢呋喃基甲酰基)-4-哌啶基)甲基]-4-哌啶基]苯甲酰胺，或其药学上可接受的酸加盐体或其水合物，以及其制备方法、含有该化合物的制药组合物和其中间体。本发明的化合物可用作胃肠动力增强剂或胃肠促动剂，具有对5-HT4受体的强亲和力，并对心脏产生很少影响，而且基于多巴胺D2受体，对中枢神经系统的副作用也很少。

  公开号：

  US20030216433A1

文献信息

• 1-[(1-Substituted-4-piperidinyl)methyl]-4-piperidine derivative, process for producing the same, medicinal compositions containing the same and intermediates of these compounds
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：US06294555B1

  公开（公告）日：2001-09-25

  Compound of the formula (I): wherein Ar is a group of the following formula (Ar-1) or (Ar-2): A is a group of the formula: —Z—N(Q1)(Q2), —CO—R7 or —(CH2)p—CH(R8)—COR9, or a pharmaceutically acceptable acid addition salt thereof, a process for preparing the same, a pharmaceutical composition containing the same, and intermediates therefor. The compounds of the present invention show a potent affinity for 5-HT4 receptors, and they are useful as a gastrointestinal motility enhancer or a gastrointestinal prokinetic agent.

  化合物的公式（I）：其中Ar是以下公式（Ar-1）或（Ar-2）的基团：A是以下公式的基团：—Z—N（Q1）（Q2）、—CO—R7或—（CH2）p—CH（R8）—COR9，或其药学上可接受的酸盐，制备该化合物的方法、含有该化合物的药物组合物，以及其中间体。本发明的化合物显示出对5-HT4受体的强大亲和力，它们可用作胃肠蠕动增强剂或胃肠促动剂。
• ２−アルコキシ−６−アミノ−５−ハロゲノ−Ｎ−（１−置換−４−ピペリジニル）ピリジン−３−カルボキサミド誘導体およびそれを含有する医薬組成物
  申请人：——

  公开号：JP2005082508A

  公开（公告）日：2005-03-31

  PROBLEM TO BE SOLVED: To provide a compound exhibiting high affinity for serotonin 4 receptor and useful as a digestive tract motion promoting agent or digestive tract function ameliorating agent.

  SOLUTION: The compound is represented by the formula(I), or an acid addition salt thereof and an intermediate thereof are provided. In formula(I), R1is a halogen atom; R2is H or a lower alkyl; R3is H, a lower alkyl or the like; R4is a lower alkyl; A is a group represented by the formula: Z-N(Q1)(Q2) or CO-R5, wherein Z is CO, CS or the like; Q1and Q2are each H, a lower alkyl or the like, or joined together with the nitrogen atom to which Q1and Q2are bound to form a pyrrolidine ring, piperidine ring or the like; and R5is H, a lower alkyl, lower alkoxy, lower alkoxycarbonyl or the like.

  COPYRIGHT: (C)2005,JPO&NCIPI

  要解决的问题是提供一种在5-羟色胺4受体具有高亲和力的化合物，可用作促进消化道蠕动或改善消化道功能的药剂。该化合物由以下公式(I)表示，或其酸盐和中间体提供。在公式(I)中，R1是卤原子；R2是H或较低的烷基；R3是H、较低的烷基或类似物；R4是较低的烷基；A是由以下公式表示的基团：Z-N(Q1)(Q2)或CO-R5，其中Z是CO、CS或类似物；Q1和Q2分别是H、较低的烷基或类似物，或与Q1和Q2连接的氮原子结合形成吡咯烷环、哌啶环或类似物；R5是H、较低的烷基、较低的烷氧基、较低的烷氧羰基或类似物。版权所有：(C)2005，JPO&NCIPI
• (S)-4-AMINO-5-CHLORO-2-METHOXY-N-[1-[1-(2-TETRAHYDROFURYL-CARBONYL)-4-PIPERIDINYLMETHYL]-4-PIPERIDINYL]BENZAMIDE, PROCESS FOR THE PREPARATION THEREOF, PHARMACEUTICAL COMPOSITION CONTAINING THE SAME, AND INTERMEDIATE THEREFOR
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：US06696468B2

  公开（公告）日：2004-02-24

  (S)-4-Amino-5-chloro-2-methoxy-N-[1-[1-(2-tetrahydrofuryl-carbonyl) -4-piperidinylmethyl]-4-piperidinyl]benzamide of the following formula (I): or a pharmaceutically acceptable acid addition salt thereof, or a hydrate thereof, and a process for preparing the same, a pharmaceutical composition containing the same, and intermediate therefor. The compound of the present invention is useful as a gastrointestinal motility enhancer or a gastrointestinal prokinetic agent, which shows a potent affinity for 5-HT4 receptor, and shows few effects on the heart, and further shows few side effects on the central nervous system based on the dopamine D2 receptor.

  以下是配方（I）的(S)-4-氨基-5-氯-2-甲氧基-N-[1-[1-(2-四氢呋喃基甲酰基)-4-哌啶基甲基]-4-哌啶基]苯甲酰胺或其药学上可接受的酸加盐或其水合物，以及其制备方法、含有该化合物的制药组合物和其中间体。本发明的化合物可用作胃肠道运动增强剂或胃肠动力药物，其对5-HT4受体具有强烈的亲和力，并对心脏产生很少的影响，而且基于多巴胺D2受体，对中枢神经系统的副作用也很少。
• (S)-4-amino-5-chloro-2-methoxy-n-[1-[1-(2-tetrahydrofuryl-carbonyl)-4-piperidinymethyl]-4-piperidinyl]benzamide for treating gastrointestinal motility disorders
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：EP1362857A1

  公开（公告）日：2003-11-19

  The compound (S)-4-Amino-5-chloro-2-methoxy-N-[1-[1-(2-tetrahydrofuryl-carbonyl)-4-piperidinylmethyl]-4-piperidinyl]benzamide of the following formula (I): or a pharmaceutically acceptable acid addition salt thereof, or a hydrate thereof, is useful as a gastrointestinal motility enhancer or a gastrointestinal prokinetic agent, which shows a potent affinity for 5-HT4 receptor, and shows few effects on the heart, and further shows few side effects on the central nervous system based on the dopamine D2 receptor. A process for preparing the compound, a pharmaceutical composition containing it and an intermediate therefor are also described.

  下式(I)的化合物(S)-4-氨基-5-氯-2-甲氧基-N-[1-[1-(2-四氢糠酰基羰基)-4-哌啶基甲基]-4-哌啶基]苯甲酰胺： 或其药学上可接受的酸加成盐，或其水合物，可用作胃肠道蠕动增强剂或胃肠道促动力剂，它对 5-HT4 受体具有强效亲和力，对心脏的影响很小，而且基于多巴胺 D2 受体，对中枢神经系统的副作用也很小。此外，还介绍了制备该化合物的工艺、含有该化合物的药物组合物及其中间体。
• 1- (1-SUBSTITUTED-4-PIPERIDINYL)METHYL]-4-PIPERIDINE DERIVATIVES, PROCESS FOR PRODUCING THE SAME, MEDICINAL COMPOSITIONS CONTAINING THE SAME AND INTERMEDIATES OF THESE COMPOUNDS
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：EP1076055B1

  公开（公告）日：2004-11-24